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21-deoxyophiobolin K

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 8464ff4d-c3c3-4ce1-ab46-ea8db95f0bf3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Ophiobolane sesterterpenoids
IUPAC Name (1R,3S,4R,7S,11S,12R)-4-hydroxy-1,4,8-trimethyl-12-[(2S,3Z)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.03,7]tetradec-8-en-6-one
SMILES (Canonical) CC1=CCC2C(CCC2(CC3C1C(=O)CC3(C)O)C)C(C)C=CC=C(C)C
SMILES (Isomeric) CC1=CC[C@H]2[C@H](CC[C@@]2(C[C@H]3[C@@H]1C(=O)C[C@@]3(C)O)C)[C@@H](C)/C=C\C=C(C)C
InChI InChI=1S/C25H38O2/c1-16(2)8-7-9-17(3)19-12-13-24(5)14-21-23(18(4)10-11-20(19)24)22(26)15-25(21,6)27/h7-10,17,19-21,23,27H,11-15H2,1-6H3/b9-7-,18-10?/t17-,19+,20-,21-,23+,24+,25+/m0/s1
InChI Key PNRUVGYCBDDNBW-RENLWNAWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O2
Molecular Weight 370.60 g/mol
Exact Mass 370.287180451 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.87
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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(1R,3S,4R,7S,11S,12R)-4-hydroxy-1,4,8-trimethyl-12-[(2S,3Z)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.03,7]tetradec-8-en-6-one
(1R,3S,4R,7S,11S,12R)-4-hydroxy-1,4,8-trimethyl-12-((2S,3Z)-6-methylhepta-3,5-dien-2-yl)tricyclo(9.3.0.03,7)tetradec-8-en-6-one
(1R,3S,4R,7S,8Z,11S,12R)-4-hydroxy-1,4,8-trimethyl-12-((2S,3Z)-6-methylhepta-3,5-dien-2-yl)tricyclo(9.3.0.03,7)tetradec-8-en-6-one
(1R,3S,4R,7S,8Z,11S,12R)-4-hydroxy-1,4,8-trimethyl-12-[(2S,3Z)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.03,7]tetradec-8-en-6-one
RefChem:89637
CHEBI:208687

2D Structure

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2D Structure of 21-deoxyophiobolin K

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6955 69.55%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5616 56.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior + 0.9478 94.78%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.5542 55.42%
P-glycoprotein inhibitior + 0.6070 60.70%
P-glycoprotein substrate - 0.6110 61.10%
CYP3A4 substrate + 0.6521 65.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8563 85.63%
CYP3A4 inhibition - 0.8827 88.27%
CYP2C9 inhibition - 0.8200 82.00%
CYP2C19 inhibition - 0.8213 82.13%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.7210 72.10%
CYP2C8 inhibition - 0.7158 71.58%
CYP inhibitory promiscuity - 0.9538 95.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Warning 0.4744 47.44%
Eye corrosion - 0.9668 96.68%
Eye irritation - 0.9589 95.89%
Skin irritation + 0.6828 68.28%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7868 78.68%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation + 0.6203 62.03%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.4810 48.10%
Acute Oral Toxicity (c) III 0.3240 32.40%
Estrogen receptor binding + 0.8469 84.69%
Androgen receptor binding + 0.5947 59.47%
Thyroid receptor binding + 0.7178 71.78%
Glucocorticoid receptor binding + 0.7675 76.75%
Aromatase binding - 0.4828 48.28%
PPAR gamma - 0.4859 48.59%
Honey bee toxicity - 0.7147 71.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9035 90.35%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.09% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 93.69% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.62% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.55% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.62% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.55% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.30% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.45% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.14% 94.45%
CHEMBL1871 P10275 Androgen Receptor 87.08% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.39% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.07% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.00% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.01% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 81.53% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.35% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.01% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.78% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.46% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.05% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139589865
LOTUS LTS0217485
wikiData Q105212141